O'Neil Property Group

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$2,699,000
137 Days On Site

82 Woodley Road
Winnetka, IL 60093

For Sale|Single Family Residence|Active
6
Beds
6
Total Baths
5
Full Baths
1
Partial Bath
1937
Built
County:
Cook
Listing Courtesy of MRED as distributed by MLS Grid of @properties Christie's International Real Estate
82 Woodley Road82 Woodley Road82 Woodley Road82 Woodley Road
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Tucked away on one of Winnetka's most prestigious and serene lanes, this estate offers a rare blend of timeless North Shore elegance and a sense of true sanctuary. This isn't just a home; it's a sprawling residence designed for a lifestyle of both grand-scale entertaining and quiet, sun-drenched mornings. From the moment you pull up the winding drive, the home's commanding presence and lush, manicured grounds set the stage. Inside, the craftsmanship is unmistakable. You'll find expansive living spaces defined by rich architectural details and massive windows that frame the private, park-like backyard. The chef's kitchen is a masterpiece of function and style, flowing effortlessly into inviting family spaces that feel warm despite their scale. A first floor bedroom includes a private full bath and access to the patio. The primary suite serves as a genuine retreat, complete with a spa bath and enough closet space to satisfy any wardrobe. A sitting area surrounded by windows and a walkout overlooks the exquisite property. Each additional bedroom is en-suite and generously sized, ensuring everyone has their own corner of comfort. The third level includes flexible space with 3 lovely rooms and a full bath. There is an extra bonus space above the attached garage-perfect for a studio! Outside, the property truly shines. The expansive patio and rolling lawns create an incredible backdrop for summer garden parties or a quiet evening under the stars. Living here means more than just enjoying a beautiful residence; it's about the Winnetka lifestyle. You're minutes away from world-class schools, boutique shopping in the village, the shores of Lake Michigan, and the Metra for an easy commute to the city. It's sophisticated, it's private, and it's ready for its next chapter.

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Listing Snapshot
PriceΒ 
$2,699,000
Days On SiteΒ 
137 Days
BedroomsΒ 
6
Inside Area (SqFt)Β 
N/A
Total BathsΒ 
6
Full BathsΒ 
5
Partial BathsΒ 
1
Lot SizeΒ 
1.501 Acres
Year BuiltΒ 
1937
MLS NumberΒ 
12680099
StatusΒ 
Active
Property TaxΒ 
$22,421.18
HOA/Condo/Coop FeesΒ 
$250 monthly
Sq Ft SourceΒ 
N/A
Friends & Family
Recent Activity
4 weeks agoListing updated with changes from the MLS
4 weeks agoStatus changed to Active
a month agoPrice changed to $2,699,000
5 months agoListing first seen on site
General Features
AcresΒ 
1.501
Attached GarageΒ 
Yes
GarageΒ 
Yes
Garage SpacesΒ 
2
ParkingΒ 
GravelGarage Door OpenerAttachedGarage
Parking SpacesΒ 
2
Property Sub TypeΒ 
Single Family Residence
SewerΒ 
Public Sewer
StyleΒ 
Colonial
Interior Features
AppliancesΒ 
RangeDishwasherDisposalStainless Steel Appliance(s)Range HoodHumidifier
BasementΒ 
Sump PumpCrawl Space
CoolingΒ 
Ceiling Fan(s)Central Air
FireplaceΒ 
Yes
Fireplace FeaturesΒ 
Family RoomLiving RoomGas LogGas Starter
FireplacesΒ 
2
FlooringΒ 
Hardwood
HeatingΒ 
Natural Gas
InteriorΒ 
Walk-In Closet(s)Bookcases
Laundry FeaturesΒ 
Main LevelUpper LevelMultiple Locations
Bedroom 2Β 
Dimensions - 15X14Level - Second
Bedroom 3Β 
Dimensions - 15X14Level - Second
Bedroom 4Β 
Dimensions - 13X10Level - Main
Bedroom 5Β 
Dimensions - 14X15Level - Third
Bedroom 6Β 
Dimensions - 14X13Level - Third
Breakfast RoomΒ 
Dimensions - 11X9Level - Main
Dining RoomΒ 
Dimensions - 19X15Level - Main
Exercise RoomΒ 
Dimensions - 20X19Level - Second
Family RoomΒ 
Dimensions - 20X14Level - Main
KitchenΒ 
Dimensions - 19X16Level - MainDescription - Eating Area-Breakfast Bar,Island,Pantry-Closet,Breakfast Room,Updated Kitchen
LaundryΒ 
Living RoomΒ 
Dimensions - 21X29Level - Main
Master BedroomΒ 
Dimensions - 17X16Level - Second
Other RoomΒ 
Dimensions - 19X13Level - Main
Play RoomΒ 
Dimensions - 15X29Level - Third
Sitting RoomΒ 
Dimensions - 19X14Level - Second
Walk In ClosetΒ 
Dimensions - 18X12Level - Second
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Exterior Features
Construction DetailsΒ 
Brick
ExteriorΒ 
BarbecueBalconyOutdoor Grill
FencingΒ 
Invisible
Lot FeaturesΒ 
Landscaped
Patio And PorchΒ 
Patio
RoofΒ 
Shake
Community Features
Association FeeΒ 
$3000.0
Association Fee FrequencyΒ 
Annually
MLS AreaΒ 
Winnetka
School DistrictΒ 
New Trier Twp H.S. Northfield/Wi
TownshipΒ 
New Trier
Schools
School District
New Trier Twp H.S. Northfield/Wi
Elementary School
Avoca West Elementary School
Middle School
Marie Murphy School
High School
New Trier Twp H.S. Northfield/Wi
Listing Courtesy of MRED as distributed by MLS Grid of @properties Christie's International Real Estate



Based on information submitted to the MLS GRID as of 2026-11-09 05:32 AM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Last checked: 2026-11-09 05:32 AM UTC
MRED DMCA Copyright Information Copyright Β© 2026 Midwest Real Estate Data LLC. All rights reserved.

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